HCID 59424660, compound → HCID 59424662, compound

HRID 1261266Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[C:10]3[S:17][CH:16]=[CH:15][C:11]=3[N:12]=[CH:13][N:14]=2)[CH:5]=[CH:4][C:3]=1[NH2:18].O1CCN(CCNC(C2SC3C(OC4C=CC(N[C:47]([NH:49][C:50](=[O:58])[CH2:51][C:52]5[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=5)=[S:48])=CC=4F)=NC=NC=3C=2)=O)CC1>>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[C:10]3[S:17][CH:16]=[CH:15][C:11]=3[N:12]=[CH:13][N:14]=2)[CH:5]=[CH:4][C:3]=1[NH:18][C:47]([NH:49][C:50](=[O:58])[CH2:51][C:52]1[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=1)=[S:48]

Participants

Reactant 2

HCID 59424660HCID 59424660, compound

HCID 86604179HCID 86604179, compound

Product 1

HCID 59424662HCID 59424662, compoundYield 9%

Procedure

Starting from the amine 172 and following the procedure described above for the synthesis of compound 26a (scheme 4, example 22), title compound 173 was obtained in 9% yield. 1H NMR (400 MHz, DMSO-d6 ppm: 12.35(s, 1H), 11.89(s, 1H), 8.72 (s, 1H), 8.48(d, J=5.6 Hz, 1H), 8.04(d, J=8.8 Hz, 1H), 7.69(d, J=2.8 Hz, 1H), 7.68(d, J=5.6 Hz, 1H), 7.40(dd, J=2.8 and 8.8 Hz, 1H), 7.36-7.30(m, 4H), 7.30-7.24(m, 1H), 3.84 (s, 2H). LRMS (M+1) (100%).

Sources & evidence

ORD record: ord-21b2475c06a448fbb733963357364ad7
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470850B2

Reaction notes

Loading…